5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

Base Information

Chemical Name:5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol
CAS No.:301523-29-5
Molecular Formula:C₃₀H₄₃NO₃Si
Molecular Weight:493.762
Hs Code.:

Synonyms:5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

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Chemical Property of 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

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Technology Process of 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

There total 1 articles about 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1-((3aR,4R,6aS)-5-Benzhydryl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-but-3-en-1-ol

: 301523-29-5
5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo000527u

Reference yield:

: 301523-29-5
5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

: 301523-30-8
5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 h / 20 °C

2: 94 mg / NaOH; aq. H₂O₂ / tetrahydrofuran; ethanol / 3 h / 20 °C

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; 1: Addition / 2: Oxidation;
DOI:10.1021/jo000527u

Reference yield:

: 301523-29-5
5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

: Methanesulfonic acid (R)-4-((3aR,4S,6aS)-5-benzhydryl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-4-(tert-butyl-dimethyl-silanyloxy)-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 20 h / 20 °C

2: 94 mg / NaOH; aq. H₂O₂ / tetrahydrofuran; ethanol / 3 h / 20 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / -5 °C

With sodium hydroxide; dihydrogen peroxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1: Addition / 2: Oxidation / 3: Condensation;
DOI:10.1021/jo000527u